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Cheap flights from Medford to Chicago from $274

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Medford to Chicago departing on 2/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

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Alaska Airlines Logo
5:35 pm - 5:10 pm
MFR
-
ORD
21h 35m1 stop
Alaska Airlines Logo
8:00 am - 11:56 pm
ORD
-
MFR
17h 56m1 stop
$274Alaska Airlines
Wed, Feb 4 - Sun, Feb 8
Alaska Airlines Logo
12:39 pm - 2:38 pm
MFR
-
ORD
23h 59m2 stops
Alaska Airlines Logo
8:00 am - 11:56 pm
ORD
-
MFR
17h 56m1 stop
$299Alaska Airlines
Wed, Feb 4 - Sun, Feb 8
Alaska Airlines Logo
1:22 pm - 11:50 pm
MFR
-
ORD
8h 28m1 stop
Alaska Airlines Logo
6:06 pm - 5:02 pm
ORD
-
MFR
24h 56m1 stop
$309Alaska Airlines
Wed, Jan 28 - Sun, Feb 1
Alaska Airlines Logo
12:39 pm - 11:50 pm
MFR
-
ORD
9h 11m2 stops
Alaska Airlines Logo
6:06 pm - 5:02 pm
ORD
-
MFR
24h 56m1 stop
$324Alaska Airlines
Wed, Jan 28 - Sun, Feb 1
Alaska Airlines Logo
12:39 pm - 11:50 pm
MFR
-
ORD
9h 11m2 stops
Alaska Airlines Logo
2:06 pm - 12:43 pm
ORD
-
MFR
24h 37m2 stops
$343Alaska Airlines
Wed, Jan 28 - Sun, Feb 1
Alaska Airlines Logo
3:28 pm - 11:59 pm
MFR
-
ORD
6h 31m1 stop
Alaska Airlines Logo
9:00 am - 12:45 pm
ORD
-
MFR
29h 45m1 stop
$464Alaska Airlines
Tue, Jan 6 - Sat, Jan 10
Alaska Airlines Logo
12:39 pm - 11:59 pm
MFR
-
ORD
9h 20m2 stops
Alaska Airlines Logo
8:00 am - 5:02 pm
ORD
-
MFR
11h 02m1 stop
$504Alaska Airlines
Tue, Jan 6 - Sat, Jan 10
Alaska Airlines Logo
7:40 am - 7:02 pm
MFR
-
ORD
9h 22m1 stop
Alaska Airlines Logo
7:24 pm - 7:10 pm
ORD
-
MFR
25h 46m1 stop
$514Alaska Airlines
Fri, Mar 20 - Mon, Mar 23
Alaska Airlines Logo
7:40 am - 7:02 pm
MFR
-
ORD
9h 22m1 stop
Alaska Airlines Logo
6:00 am - 3:34 pm
ORD
-
MFR
11h 34m2 stops
$540Alaska Airlines
Fri, Mar 20 - Mon, Mar 23
Alaska Airlines Logo
3:59 pm - 1:13 pm
MFR
-
ORD
19h 14m1 stop
Alaska Airlines Logo
6:00 am - 7:10 pm
ORD
-
MFR
15h 10m1 stop
$541Alaska Airlines
Fri, Mar 20 - Mon, Mar 23

Alaska Airlines flights from Medford to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Medford to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Feb 4
MFR5:35 pmMedford
21h 35m
1 stop
ORD5:10 pmChicago O'Hare Intl
Feb 8
ORD8:00 amChicago O'Hare Intl
17h 56m
1 stop
MFR11:56 pmMedford
$274
Find similar
Alaska Airlines
Feb 4
MFR12:39 pmMedford
23h 59m
2 stops
ORD2:38 pmChicago O'Hare Intl
Feb 8
ORD8:00 amChicago O'Hare Intl
17h 56m
1 stop
MFR11:56 pmMedford
$299
Find similar
Alaska Airlines
Jan 28
MFR1:22 pmMedford
8h 28m
1 stop
ORD11:50 pmChicago O'Hare Intl
Feb 1
ORD6:06 pmChicago O'Hare Intl
24h 56m
1 stop
MFR5:02 pmMedford
$309
Find similar

Delta flights from Medford to Chicago O'Hare Intl Airport

Our best Delta deals on Medford to Chicago O'Hare Intl Airport flight tickets
Delta
Dec 23
MFR12:36 pmMedford
9h 23m
1 stop
ORD11:59 pmChicago O'Hare Intl
Dec 31
ORD2:15 pmChicago O'Hare Intl
8h 59m
1 stop
MFR9:14 pmMedford
$614
Find similar
Delta
Mar 20
MFR11:13 amMedford
8h 21m
2 stops
ORD9:34 pmChicago O'Hare Intl
Mar 23
ORD3:59 pmChicago O'Hare Intl
9h 48m
2 stops
MFR11:47 pmMedford
$739
Find similar
Delta
Dec 23
MFR12:36 pmMedford
9h 23m
1 stop
ORD11:59 pmChicago O'Hare Intl
Dec 31
ORD1:35 pmChicago O'Hare Intl
11h 18m
2 stops
MFR10:53 pmMedford
$754
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Medford to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 22, 2025.
Use the filters below to find and compare flights from Medford to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 2/4

5:35 pm-5:10 pm

1 stop21h 35m

Chicago O'Hare Intl

Sun 2/8

8:00 am-11:56 pm

1 stop17h 56m

$274

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 2/4

12:39 pm-2:38 pm

2 stops23h 59m

Chicago O'Hare Intl

Sun 2/8

8:00 am-11:56 pm

1 stop17h 56m

$299

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 1/28

1:22 pm-11:50 pm

1 stop8h 28m

Chicago O'Hare Intl

Sun 2/1

6:06 pm-5:02 pm

1 stop24h 56m

$309

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 1/28

12:39 pm-11:50 pm

2 stops9h 11m

Chicago O'Hare Intl

Sun 2/1

6:06 pm-5:02 pm

1 stop24h 56m

$324

MedfordChicago

MFR - ORD

MFRORD

Medford

Wed 1/28

12:39 pm-11:50 pm

2 stops9h 11m

Chicago O'Hare Intl

Sun 2/1

2:06 pm-12:43 pm

2 stops24h 37m

$343

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 1/6

3:28 pm-11:59 pm

1 stop6h 31m

Chicago O'Hare Intl

Sat 1/10

9:00 am-12:45 pm

1 stop29h 45m

$464

MedfordChicago

MFR - ORD

MFRORD

Medford

Tue 1/6

12:39 pm-11:59 pm

2 stops9h 20m

Chicago O'Hare Intl

Sat 1/10

8:00 am-5:02 pm

1 stop11h 02m

$504

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 3/20

7:40 am-7:02 pm

1 stop9h 22m

Chicago O'Hare Intl

Mon 3/23

7:24 pm-7:10 pm

1 stop25h 46m

$514

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 3/20

7:40 am-7:02 pm

1 stop9h 22m

Chicago O'Hare Intl

Mon 3/23

6:00 am-3:34 pm

2 stops11h 34m

$540

MedfordChicago

MFR - ORD

MFRORD

Medford

Fri 3/20

3:59 pm-1:13 pm

1 stop19h 14m

Chicago O'Hare Intl

Mon 3/23

6:00 am-7:10 pm

1 stop15h 10m

$541

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Medford to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Medford averaging around $373.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as $344. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Medford because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $590.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Medford in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $402 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $592. Of course, these prices can vary depending on the time of year and what airport you fly to.

How have Medford to Chicago O'Hare Intl Airport flight prices changed over time?

When to book flights from Medford to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Medford to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Medford to Chicago O'Hare Intl Airport (MFR to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Medford to Chicago O'Hare Intl Airport

Fastest flight time

6h 57m

Direct flights

None
The fastest flight from Medford to Chicago O'Hare Intl Airport takes 6h 57m
There are no direct flights from Medford to Chicago O'Hare Intl Airport. There are no popular flight routes from Medford to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is Medford to Chicago O'Hare Intl by plane?

    Medford and Chicago O'Hare Intl are 1777.5 mi apart from one another. Flights usually cover this in 6h 57m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Medford Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Medford Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Medford Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Medford Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Medford Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Medford to Chicago O'Hare Intl Airport?

Best airlines flying from Medford to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Medford to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Hawaiian AirlinesPriceFrom $258Free CancellationRating
7.8
2,822 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $273Free CancellationRating
7.9
8,013 reviews
Search Delta flights
United AirlinesPriceFrom $304Free CancellationRating
7.4
9,102 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $306Free CancellationRating
8.0
11,505 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Medford to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Medford to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Medford to Chicago with flexible booking policies on momondo?

Flights from Medford to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Medford to Chicago?

Once all potential Medford to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Medford to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Medford. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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